I'm on the side of people trying to work hard and earn money through their efforts, and I'm doing my best to succeed in life. So far, things are going all right. If you want to handicap the 1% to give to the 99%, you're looking at a system doomed to fail. What happens when we take enough from the wealthy that there's no benefit to becoming wealthy? Then who do we tax next to support all the supplicants, beggars, and sycophants? Eventually, the path of taxing the wealthy and giving to the poor leads to failure.
Congrats that things are going for well, and I hope you recognize that there are many things that could have happened that would have kept you from doing well: getting sick and unable to work for a stretch, an ailing parent or child that needs hours of care every day, not having money to buy a car that's necessary to get to work, etc. Statistically speaking, _most_ people have challenges, and it's hard to understand that, for most, it wasn't a choice. A study of bankruptcy filings shows that over half were for health care-related issues, which are almost 100% not their fault in any way. You didn't get leukemia as a child
Government is basically a huge insurance company that also has an army. Sounds like you're one of those that hasn't needed an insurance policy, whether private, or public. Good for you, and hope that keeps up. But I don't think you should begrudge your fellow humans that have been less fortunate, through no fault of their own, and need medicare or medicaid, which are the biggest US government programs. It's intellectually lazy to think that those that have had problems are "supplicants, beggars, and sycophants".
Also, no one is asking for a system with equal income quintiles and no motivation to work. They just want a level playing field, not one where rich kids are 7 times more likely to become rich themselves - that's called oligarchy.
I've done bankruptcy, done divorce, been laid off from several jobs, and had plenty else go wrong. I'm still paying off student loans as well, but then if I hadn't been stupid about taking out more loans than I needed I wouldn't have nearly as much to pay back. Children of rich people are more likely to become rich (often just by inheriting it). Big freaking deal. How many people are we talking about that are truly wealthy, and how many of us are truly poor? I'm middle class, and according to the system probably bordering on being poor, but I don't feel poor and I'm sure as hell not going to ask the government for a handout. When I say I'm "doing okay", it's that I'm paying down debts, living within my means, and trying to make sure I act responsibly. Another five years and I should be debt free (other than a mortgage).
I'm currently paying over $400 per month to get insurance for my wife and child, with another child on the way, and since the passing of Obamacare our costs have gone up 35% in less than two years. Strange that something like government health care would cause prices on normal health insurance to go up, isn't it? Almost like we're being forced to turn to the government even more, but why would the people in power want us even more dependent than ever on them? Oh, wait: "In power." 'Nuf said.
The system is very broken right now, but not because we're avoiding taxing the rich. The system is broken because government is too big and is trying to control too many things. There are too many hands in the kitchen, and the food is coming out a disaster. We've got lawers passing laws that require lawyers to interpret the laws, and they're paid more than just about any profession. Once you get to be a judge, watch out: you get appointed and you have a life long position of power and influence, with no way to get voted out. I'd say more than anything we're becoming a society ruled by the courts. Beyond that we have politicians taking kickbacks and pretending to look out for the needs of the poor and downtrodden when what they're really doing is creating dependency.
I have no illusions that one party is better than the other here either, as both are horribly corrupt. Every time I vote for high ranking officials it's a matter of determining who will be less "evil". I'd fire the whole lot of them if I could, but then we'd just get replacements that are doing the same things. What's the solution? It sure as hell isn't Robin Hood, free health care and college for all, or Bitcoin. More likely than not the "solution" will be a complete collapse and failure of the system, years of chaos and perhaps even anarchy, and eventually we might get back to a better class of government. We're still better of than people were 100 years ago, but I think we've hit the peak in many areas and are in decline, so it's just a question of how far we'll fall before we stop giving away our rights and agency in the hope of more government programs to "protect" us.